Sailing Programs

Lower the jib. Raise your expectations.

Arrive with any experience level and step aboard our floating classroom. Leave the everyday behind and soak up the rhythm of life at sea. The freedom. The discovery. The thrill of working together with your crew to reach your goals. And, of course, the expert instruction and International Yacht Training certifications offered by our comprehensive sailing programs. Then return to harbor with pride in your proficiency.

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Our Favorite Sailing Programs (2)

Caribbean Archipelago Sailing Voyage

500-mile sail-training voyage from St. Martin to Trinidad

Become an accomplished sailor on this once-in-a-lifetime adventure most sailors only dream about. READ MORE

Caribbean Underwater Discoveries Voyage

Introductory scuba and sail training live-aboard voyage

Our most popular trip blends sailing and diving certifications with island exploration and water sports. READ MORE

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View All Trips (11)

Caribbean Underwater Discoveries Voyage

Introductory scuba and sail training live-aboard voyage

Our most popular trip blends sailing and diving certifications with island exploration and water sports. LESS

Accreditation Features Trip Dates (cost)
  • PADI Open Water Diver
  • PADI Advanced Open Water Diver
  • Multiple PADI Scuba Specialties
  • Introduction to Yachting
  • IYT International Crew
  • Community service: 5-7 hours
  • Small boat handling
  • Waterskiing
  • Wake boarding
  • Marine biology
  • Rainforest hikes
  • Island exploration
  • June 16–July 6  ($5180)
  • June 17–July 7  ($5180)
  • July 9–July 29  ($5180)
  • July 10–July 30  ($5180)
  • July 31–August 16  ($4280)
  • August 1–August 17  ($4280)

Caribbean Archipelago Sailing Voyage

500-mile sail-training voyage from St. Martin to Trinidad

Become an accomplished sailor on this once-in-a-lifetime adventure most sailors only dream about. READ MORE

Caribbean Grenadines Advanced Scuba Voyage

Scuba and sail training live-aboard adventure for certified divers

Experience the Windward Islands – spectacular diving, scuba and sail certifications, hiking and water sports. READ MORE

Caribbean Underwater Discoveries Voyage Advanced

Scuba and sail training live-aboard adventure for certified divers

Dive the Caribbean’s best, earn multiple PADI certifications, crew a yacht, try water sports and explore! READ MORE

Caribbean Marine Biology Voyage

Tropical marine science and scuba diving live-aboard adventure

Hop aboard our floating classroom and set off on a marine biology island voyage with expert marine scientists. READ MORE

Caribbean Marine Conservation

Marine parks, marine resource management and scuba diving

Learn how marine reserves safeguard marine environments. Scuba dive and study in Saba, St. Barts and Statia. READ MORE

Caribbean Underwater Discoveries 14-day Voyage

Introductory scuba and sail training live-aboard voyage

A shorter version of our most popular trip blends sailing and diving certifications with island exploration and water sports. READ MORE

Caribbean Tropical Marine Biology

Scuba diving and tropical marine science live-aboard voyage – College

Join expert marine scientists on a Caribbean voyage to learn about the complex underwater realm firsthand. READ MORE

Caribbean Marine Reserves

Marine resource management, marine parks and scuba diving – College

Travel to Saba, St. Barts and Statia to scuba dive and learn how marine reserves safeguard marine environments. READ MORE

Caribbean Sailing & Leadership

500-mile sail-training and leadership voyage in the Caribbean – College

Become an accomplished sailor and hone your leadership skills on this once-in-a-lifetime sailing adventure. READ MORE

Caribbean Oceanography

Experiential oceanography and field research live-aboard voyage – College

Set sail on a Caribbean marine science voyage to study complex marine ecosystems with professional scientists. READ MORE

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